
Holiday rentals with a pool in Madeira
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Madeira
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Villas Calhau da Lapa 10
Welcome to Villa Calhau da Lapa 10, located in Campanário, 600 meters from the beach, where the splendor of the sea and mountains come together to create a truly captivating setting. This 19th century property was rebuilt over three years (2021 to 2024) by artists and craftsmen, giving it a unique identity, and was designed to provide maximum comfort and an exclusive lifestyle, offering an unparalleled residential experience. Located in an easily accessible location, this villa offers panoramic views of the sea and mountains. With a private, heated swimming pool, 12 meters long, 6 meters of which are excavated in the rock, giving it a unique identity and romanticism. The Villa offers 2 comfortable bedrooms, with flat-screen cable TV, air conditioning, fully equipped kitchen with stove, refrigerator, microwave, Nespresso coffee maker, washing machine and dryer, two bathrooms, outdoor barbecue free Wi-Fi and free parking. With space entirely dedicated to your well-being: swimming in the pool, relaxing in the garden or enjoying a barbecue are some of the privileged moments that Villa Calhau da Lapa 10 offers its guests.

Uni WATER Studio
Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

Seafront Home in Old Town Funchal w Pool & Garden
Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. 2 bedroom historic villa with 2 WC´s, living room & kitchen w sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside w amazing climate. Perfect base to explore Madeira´s hikes & beaches

Casa do Terrāço - Quinta Falcões do Sol
Casa Terrãço is a restored stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.

Ocean View Villa | Infinity Pool, Hot Tub, Sauna
Perched in the peaceful hills of São Vicente on Madeira’s north coast, Elysium is a brand-new luxury retreat designed for relaxation, privacy, and beautiful views. Wake up to ocean and mountain scenery, swim in the heated* infinity pool, unwind in the jacuzzi, or enjoy the sauna after a day exploring the island. With elegant bedrooms, spa-style amenities, and bright indoor-outdoor living spaces, this villa is perfect for couples, families, honeymooners, and remote workers seeking tranquility.

Secluded Sunset Villa on Cliff & 180° Ocean Views
Naturalis Villas, one of the best platforms for Madeira Villa Holidays Rental presents: Villa Miradouro is a secluded top of the cliff property with no direct neighbours, surrounded by extensive lush green gardens and a large 10 x 5 metre pool facing the ocean offering spectacular panoramic views and sunsets. Maid service is provided up to three days per week (subject to availability) to keep the property clean and spotless. The service includes cleaning, laundry, garden and pool maintenance.

Mango Yurt ~Eco-Glamping in a Hidden Paradise
Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Villa Nóbrega
Discover the perfect getaway on Madeira Island! A luxury villa, designed to offer comfort and an unforgettable experience. With a prime location and incredible views of the city and the sea, it is ideal for sunrise lovers. The villa has a suite and two large bedrooms, all with air conditioning and a private balcony. It has an integrated living room and kitchen, infinity pool, garden, barbecue area and private garage. A perfect place to relax and create unique memories.

Superb location Funchal, tranquil | Old Town Villa
Perfectly located in the Old Town area and within easy walking distance of many restaurants, shops and Funchal town centre, yet in a tranquil side street, this quality air-conditioned villa with private pool is the perfect choice for a relaxing family holiday or adult break. The lovely spacious open-plan living area, with a sunken lounge, large family dining table and modern, fully equipped kitchen is airy and features large glass panels that allow in lots of light.

MG House
An oasis in the heart of Madeira's West Zone facing south and with a fantastic sunset. Quiet residential area with good access. 5 minutes from the beach, shops and restaurants and in a great location for exploring the island. A modern house with a heated saltwater pool (for a fee), good areas, barbecue, solarium area, garden with aromatic herbs, gym and parking. The entire house is air-conditioned and has a kitchen equipped to celebrate great moments.

CASA SOL E VISTA 2
Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo

Meu Pé de Cacau - Mango Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden and island retreat surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.
Popular amenities for Madeira rentals with a pool
House rentals with a pool

Villa Vera Garajau - Madeira Island

Typical house above the sea

Relax Over The Sea -12391/AL

House of Christ the King

Syso House

Rochinha house with pool and fabulous view

Panoramic View: Lux 3 bed w/ heated pool

Mango House
Apartment rentals with a pool

Tropical Sunset D

Vargem Mar Beach

New dream luxury appartment in the Madeira Palace.

Charming Lido Flat II

Ocean View Apartment in Madeira

Whitehouse408 Sw.Pool & Pvt. Parking

Spectacular Ocean and Cliff views with Pool

Silvestre Freitas Apartment
Other holiday rentals with a pool

Vila Aguarelas with pool by Stay Madeira Island

Sky Loft: 180° Ocean View Balcony + Fireplace

Number 15 Funchal Ocean & City View Villas Nº1

Madeira Oceanfront Retreat - Direct Beach Access

Maison Deluxe Madeira-Peace&Luxury beyond horizon

Cardais Paradise View

Villa Maria Atlantic View

The One Madeira
Destinations to explore
- Boutique hotels Madeira
- Rentals with a fireplace Madeira
- Hostel rentals Madeira
- Rentals with lake access Madeira
- Motorhome rentals Madeira
- Flat rentals Madeira
- Chalet rentals Madeira
- Rentals with a firepit Madeira
- Pet-friendly rentals Madeira
- Beach house rentals Madeira
- Loft rentals Madeira
- Private suite rentals Madeira
- Fitness-friendly rentals Madeira
- Rentals with an accessible-height toilet Madeira
- Family-friendly rentals Madeira
- Rentals with breakfast Madeira
- Rentals with a washing machine and dryer Madeira
- Waterfront rentals Madeira
- Tiny house rentals Madeira
- Rentals with outdoor seating Madeira
- Beachfront rentals Madeira
- Nature eco lodge rentals Madeira
- Rentals with an accessible-height bed Madeira
- Serviced apartment rentals Madeira
- Holiday home rentals Madeira
- Tent rentals Madeira
- Hotel rooms Madeira
- Villa rentals Madeira
- House rentals Madeira
- Farm stay rentals Madeira
- Townhouse rentals Madeira
- Rentals with a patio Madeira
- Rentals with beach access Madeira
- Rentals with an EV charger Madeira
- Rentals with a hot tub Madeira
- Smoking-friendly rentals Madeira
- Cottage rentals Madeira
- Rentals with a cinema Madeira
- Bed and breakfasts Madeira
- Apartment rentals Madeira
- Guest house rentals Madeira
- Rentals with pools Portugal
- Things to do Madeira
- Sports activities Madeira
- Sightseeing Madeira
- Tours Madeira
- Food and drink Madeira
- Art and culture Madeira
- Nature and outdoors Madeira
- Things to do Portugal
- Art and culture Portugal
- Tours Portugal
- Food and drink Portugal
- Nature and outdoors Portugal
- Entertainment Portugal
- Sightseeing Portugal
- Sports activities Portugal
- Wellness Portugal





